(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

Base Information

Chemical Name:(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester
CAS No.:791613-40-6
Molecular Formula:C₂₉H₂₉N₃O₆
Molecular Weight:515.566
Hs Code.:

Synonyms:(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

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Chemical Property of (1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

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Technology Process of (1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

There total 3 articles about (1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 18903-44-1
2-amino-2,2-diphenylethan-1-ol

: 700867-39-6
(1S,3S,4R)-2-aza-bicyclo-[2.2.1]-heptane-2,3-dicarboxylic acid 2-p-nitrobenzyl ester

: 791613-40-6
(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol048399+

Reference yield:

: 171754-03-3,171754-02-2
(1S,3R,4R)-2-aza-bicyclo-[2.2.1]-heptane-3-carboxylic acid

: 791613-40-6
(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / water; 1,4-dioxane / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/chem.201405361

Reference yield:

: 4457-32-3
4-nitrobenzyl chloroformate

: 791613-40-6
(1S,3R,4R)-3-(2'-hydroxy-1',1'-diphenylethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / water; 1,4-dioxane / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/chem.201405361